2299 Winepol Loop, San Jose, CA 95125
Property image
Property image
OFF MARKET

$770,900

Trulia Estimate
  • 2 Beds
  • 2 Baths
  • 1,144 sqft

2299 Winepol Loop, San Jose, CA 95125

Fairgrounds
Est. Refi. Payment $4,905/mo*
Refinance Your Home
Currently Off Market - Sold Jun 3, 2024 for $900,000

Home Value

Trulia Estimate
$771K
Since last month
Increased$4K (+0.5%)
Since last year
Decreased$115K (-12.9%)
Since last sale
Decreased$123K (-13.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +24% in the last 10 years
MonthEstimated value
2026
September 2026$777K
August 2026$773K
July 2026$780K
June 2026$793K
May 2026$801K
April 2026$813K
March 2026$831K
February 2026$829K
January 2026$819K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
2105 Lindsey Ct, San Jose, CA
0.05
Condo
$850,000
03/05/26
2
2
1,144
2117 Lindsey Ct, San Jose, CA
0.06
Condo
$840,000
03/13/26
2
2
1,144
342 Olive Hill Dr, San Jose, CA
0.03
Condo
$858,000
11/20/25
2
2
1,340
2296 Almaden Rd #B, San Jose, CA
0.62
Condo
$675,000
01/15/26
2
2
1,163
2264 Almaden Rd #B, San Jose, CA
0.61
Condo
$570,000
08/24/26
2
2
1,163
2212 Almaden Rd #A, San Jose, CA
0.61
Condo
$560,000
05/15/26
2
2
1,163

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
338 Olive Hill Dr, San Jose, CA 95125
0.03
$950,000
3
3
1,480
For Sale
330 Olive Hill Dr, San Jose, CA 95125
0.02
$1,057,100
3
3
1,480
Off Market
326 Olive Hill Dr, San Jose, CA 95125
0.02
$890,000
2
2
1,340
For Sale
342 Olive Hill Dr, San Jose, CA 95125
0.03
$860,800
2
2
1,340
Off Market
2209 Winepol Loop, San Jose, CA 95125
0.01
$890,200
2
2
1,340
Off Market
2105 Lindsey Ct, San Jose, CA 95125
0.05
$850,000
2
2
1,144
Recently Sold
2117 Lindsey Ct, San Jose, CA 95125
0.06
$840,000
2
2
1,144
Recently Sold
2234 Winepol Loop, San Jose, CA 95125
0.02
$817,700
2
2
1,340
Off Market
2124 Lindsey Ct, San Jose, CA 95125
0.07
$985,700
3
3
1,731
Off Market
2252 Winepol Loop, San Jose, CA 95125
0.02
$899,000
3
3
1,480
For Sale
2342 Winepol Loop, San Jose, CA 95125
0.03
$895,600
2
2.5
1,368
Off Market

Local Information

  • Map ViewExplore the area around 2299 Winepol Loop.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Condo
Built in 2005
1,144 sqft
$674/sqft
2 Car Garage

About this House

What's unique:Abundant natural lightSleek stainless steel appliancesUnit laundryCloset organizer
Nestled within the picturesque Spyglass Hill Community of San Jose, this meticulously cared-for home basks in abundant natural light, creating an inviting atmosphere for your family. Offering 2 bedrooms, 2 baths, and 1,144 square feet, this residence is tailored for comfort and convenience. The elegant flooring adds a touch of sophistication while requiring minimal upkeep. Keep clutter at bay with the closet organizer, simplifying daily chores effortlessly. Gather and unwind in the cozy eat-in kitchen, perfect for quality family time. With in unit laundry, stains are no match for your efficiency. The sleek stainless steel appliances elevate the kitchens appeal with a modern flair. Stay cool year-round with the air conditioning and enjoy the convenience of a 2-car tandem garage. Don't hesitate! Schedule your viewing today and envision the endless possibilities this home offers!
2299 Winepol Loop, San Jose, CA 95125 is a 2 bedroom, 2 bathroom, 1,144 sqft condo in Fairgrounds, built in 2005. It last sold for the $898,888 asking price on Jun 3, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $770,900, with a rent estimate of $3,627/month.
Last check for updates: about 12 hours ago
Listed by Blanca Medellin 01425242, (408) 219-0363
eXp Realty of California Inc, (888) 584-9427
Bought with: Saskia Feain 01735617, (408) 306-5288, Intero Real Estate Services, (408) 741-1600
Co-Buyer's Agent: Justin Carrow 01425242, (408) 687-3460, Intero Real Estate Services, (408) 741-1600
Source: MLSListings Inc, MLS#ML81963422

Home Details for 2299 Winepol Loop

Interior Features

Interior Details
Number of Rooms: 2Types of Rooms: Dining Room, Family Room
Beds & Baths
Number of Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1144 Square Feet
Appliances & Utilities
Utilities: Public Utilities, Water Public
Heating & Cooling
Heating: Central Forced AirHas CoolingAir Conditioning: Central AirHeating Fuel: Central Forced Air
Gas & Electric
Gas: PublicUtilities
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: Composition ConcreteFoundation: Slab
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageParking Spaces: 2Parking: Attached
Water & Sewer
Sewer: Public Sewer
Farm & Range
Not Allowed to Raise Horses

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Condominium, Residential
Building
Not a New Construction
Property Information
Parcel Number: 45627055

Price & Status

Price
List Price: $898,888

Active Status

MLS Status: Sold

Location

Direction & Address
City: SanJose
School Information
Elementary School District: FranklinMcKinleyElementaryHigh School District: EastSideUnionHighWalk Score: 51

Building

Building Area
Building Area: 1144

HOA

Has an HOA

Listing Info

Special Conditions: Standard

Offer

Listing Agreement Type: ExclusiveRightToSell

Miscellaneous

Mls Number: ML81963422

Price and Tax history

DateEventPrice
Jun 3, 2024
Source: MLSListings Inc #ML81963422
Sold
$900,000
May 21, 2024
Source: MLSListings Inc #ML81963422
Pending
$898,888
May 13, 2024
Source: MLSListings Inc #ML81963422
Contingent
$898,888
Apr 29, 2024
Source: MLSListings Inc #ML81963422
Listed For Sale
$898,888
Mar 10, 2021
Source: N/A
Sold
$772,000

Market trends in San Jose

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.35M
$80.5KMoM
Sale-to-List Price
100.6%
0.9%MoM
Price per sq ft
$855
$28MoM
Available listings
1513
10MoM

Around this home

Neighborhood Overview

Fairgrounds
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fairgrounds

At least 280 Trulia users voted on each feature.

  • 85 % Say there are sidewalks

  • 75 % Say it's dog friendly

  • 75 % Say car is needed

  • 62 % Say it's walkable to grocery stores

  • 60 % Say streets are well-lit

  • 59 % Say there's holiday spirit

  • 57 % Say it's walkable to restaurants

  • 54 % Say kids play outside

  • 54 % Say yards are well-kept

  • 50 % Say they plan to stay for at least 5 years

  • 47 % Say it's quiet

  • 46 % Say people would walk alone at night

  • 41 % Say neighbors are friendly

  • 40 % Say parking is easy

  • 33 % Say there's wildlife

  • 24 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Nancy Guevara
    "There is a lot of traffic, everywhere. The city has gotten a lot more congested over time. From San Jose to Mountain View 45min to an hour."
    0
    Flag
  • Trulia User
    "Keeping it a safe place for kids. Driving at the correct speed! Schools are near by! There is two sides too willow glen the good and the bad."
    0
    Flag
  • Trulia User
    "it's Bay area traffic. not too bad with 87 close but busy at rush hour. quick access to Downtown and a Willow Glen"
    0
    Flag
  • Trulia User
    "Easy connection to Caltrain and VTA Lightrail as well as buses. Schedules run late until midnights, even during weekends. Plenty of parking but wouldn’t recommend parking to late in the evening."
    0
    Flag
  • Trulia User
    "Overall quiet, safe neighborhood. Family friendly, close, neighborhood where neighbors care about their properties. "
    2
    Flag
  • Trulia User
    "we have block yard sales. we have fun all day. every body helps each other out. we look out for each others kids dogs cats house cars and packages. "
    1
    Flag
  • Trulia User
    "fourth of July the neighborhood watch especially the school events also the holidays around this area is very festive"
    0
    Flag
  • Trulia User
    "Knowing neighbors my whole life and nearby restaurants. Also traffic isn’t that bad. I’m close to the freeway "
    1
    Flag
  • Trulia User
    "There's a park near the entrance to the neighborhood, there are children's playgrounds, basketball court, and bbq pits & tables. There have been numerous small parties and some sports on the field. Many times, we have gathered on certain holidays to watch fireworks, enjoy a bonfire, pass by with walking cute & exotic dogs, and sometimes participate with HOA in Open House availabilities."
    0
    Flag
  • Trulia User
    "The park is great on Esfahan Dr. Lots of families in the area and people walking dogs. Most people try to walk keeping social distance in mind. "
    0
    Flag
  • Trulia User
    "lived near on alma , went to school in willow glen , it’s alright tight roads and some bumpy. Other than that some criminal activity has happened the past years. But a nice looking neighborhood. "
    4
    Flag
  • Trulia User
    "Tons of unhoused encampments. Sometimes they take dogs. Dogs go missing here all the time. Nextdoor is helpful to posting lost & found."
    0
    Flag
  • Ihuei801
    "I just moved in this area. It’s quiet and pretty. Easy access to downtown and restaurants.I am excited to live here."
    14
    Flag
  • Tinesha R. M.
    "Not the best area to raise small children as there are not local play grounds. Chateau La Salle is ideal foe a family"
    4
    Flag
  • Caballeroacr
    "Typical Bay Area traffic. About an hour (6 am, ETA 7) plus in the mornings to travel 30 or so miles north on the 101. "
    2
    Flag
  • Angelica R.
    "there are none. it is not one of those types of communities. everyone just sticks to themselves. communities like that are only on tv"
    8
    Flag
  • Valeraaay
    "Diverse community and everyone is happy with where they live. People are happy and help each other out"
    5
    Flag
  • Toni M.
    "I would not recommend the vicinity I currently live in to families. The criminal element is too pervasive for security for child ren and families."
    20
    Flag
  • Mammysboy17
    "It’s not a bad neighborhood people that live here are friendly. But lots of Rif-RAF and bums walking around. Lots of traffic work"
    18
    Flag
  • Raeidjan
    "safe community and surrounding areas lovely neighborhood as well as friendly people and good schools around the area "
    4
    Flag
  • James V.
    "There is nothing really attractive about the Area there is mostly commercial businesses .i live in a mobile home park."
    0
    Flag
  • Jack K.
    "Too much construction (extended). I. The direct flight path of the airport, and right next to the railroad tracks. You get used to it, and the homes are new and over 2k sq ft. Just depends if you can live life in paradise in the hood. "
    5
    Flag
  • Efrain V.
    "like to see people walking around the neighborhood with their dogs. it's sad when the renters don't let you have a dog. "
    2
    Flag
  • MT
    "Good area for families. Homeless person occasionally walk the area and do live adjacent to the main thoroughfare "
    1
    Flag
  • Csichley
    "Long drive in traffic driving myself solo in my car. 1 hour to go 35 miles at least, easily longer in afternoon. the commute and traffic is the major reason I want to leave the area. traffic getting to and from work and traffic on the weekends....you can't get a break. "
    0
    Flag
  • Aventu40
    "Friendly people and great service and quiet location for friends and family food here nice enjoy it thanks for the service "
    13
    Flag
  • Cary
    "Homeless encampments under overpasses and around property boundaries is a common issue. Wild animals (skunks, possoms, coyotes) come out at night. Be sure to bring your pets in at night if you love them."
    0
    Flag
  • Ladyrhiannonn
    "i was born and raised in san jose. I n general California has become very expensive and highly overated."
    7
    Flag
  • Richard G.
    "The area is dog friendly and has things for dogs to do."
    3
    Flag
  • Richard G.
    "Moderately easy access to the freeways and Main Street."
    0
    Flag
  • Richard G.
    "There are fun activities, carnival rides, and concerts at the fairgrounds."
    0
    Flag
  • Nicole G.
    "Lots of walking trails and other dog owners. There's wildlife for fun-loving dogs to chase and plenty of scenery for dog owners to enjoy."
    1
    Flag
  • Nicole G.
    "Downtown San Jose is just a five-minute drive away! It's congested, but close to major freeways and public transportation."
    0
    Flag
  • Nicole G.
    "It is expanding and becoming more family friendly with many newly constructed homes. Downtown Willow Glen is close by, and Communications Hill is great for walking and scenery."
    1
    Flag

LGBTQ Local Legal Protections

Based on information from the MLSListings MLS as of 2026-09-24 00:24:38 PDT. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by broker or MLS. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Frequently asked questions about 2299 Winepol Loop

  • What is 2299 Winepol Loop estimated to be worth?
    Trulia's estimated value for 2299 Winepol Loop in San Jose, CA is $770,900.
  • What is the price history for 2299 Winepol Loop?
    2299 Winepol Loop in San Jose, CA last sold for $900,000 in June 2024.
  • Is San Jose a buyer's or seller's market?
    San Jose is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in San Jose?
    The median sale price in San Jose is $1.35M. That is down $80.5K from the prior month.
  • Does 2299 Winepol Loop have air conditioning?
    Yes, 2299 Winepol Loop in San Jose, CA has air conditioning.

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